HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Anhydride → Ethyl acetate hexane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | 4-Cyclopentene-1,3-diol, 1-methyl-, (1S,3R)- | HCID 12151874 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Ethyl acetate hexane | HCID 21226206 | 58.77% |
Reaction Steps
To a solution of 9 (100 mg, 0.877 mmol) in dry THF (10 ml) at room temperature was added acetic anhydride (89 mg, 0.877 mmol), and catalytic amount of DMAP. The reaction was allowed to stir for 3 h and then concentrated. The residue was taken in ethyl acetate (40 ml) and was treated twice with saturated sodium bicarbonate solution (20 ml), followed by brine (10 ml). The organic layer was dried over sodium sulfate and the resulting product 13 was purified by column chromatography using ethyl acetate/hexane (1:2) (80.25 mg, yield=58.77%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08318804B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-e3c23bef7b314636885bf2f97edd8f80 |
| Source note | uspto-grants-2012_11 |